16. Barack Obama
So I couldn’t resist putting this one on here even though ol’ Barack will only be in possession of the ultimate private jet for a few more months (at the time of this writing) before he hands the keys over to President-Elect Trump. I’m talking of course about the mighty Air Force One that is without a doubt one of the kings of the private jet world. It started life as the Boeing 747, one of the biggest planes made, but then has been fitted with every piece of technology known to mankind.